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Details

Stereochemistry ACHIRAL
Molecular Formula C3H9NO.2H2O
Molecular Weight 111.1402
Optical Activity NONE
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRIMETHYLAMINE OXIDE DIHYDRATE

SMILES

O.O.C[N+](C)(C)[O-]

InChI

InChIKey=PGFPZGKEDZGJQZ-UHFFFAOYSA-N
InChI=1S/C3H9NO.2H2O/c1-4(2,3)5;;/h1-3H3;2*1H2

HIDE SMILES / InChI

Molecular Formula C3H9NO
Molecular Weight 75.1097
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity NONE

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Activation of the UPR protects against cigarette smoke-induced RPE apoptosis through up-regulation of Nrf2.
2015-02-27
Characterization of organic anion-transporting polypeptide (Oatp) 1a1 and 1a4 null mice reveals altered transport function and urinary metabolomic profiles.
2011-08
The role of androgen receptor mutations in prostate cancer progression.
2009-03
Natural disordered sequences in the amino terminal domain of nuclear receptors: lessons from the androgen and glucocorticoid receptors.
2007-03-09
Trimethylamine oxide suppresses stress-induced alteration of organic anion transport in choroid plexus.
2007-02
Rapid screening assay of trimethylaminuria in urine with matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.
2007
Novel use of an osmolyte to dissect multiple thermodynamic linkages in a chemokine ligand-receptor system.
2005-10-04
Muscle metabolites, detected in urine by proton spectroscopy, correlate with disease damage in juvenile idiopathic inflammatory myopathies.
2005-08-15
Trimethylamine and trimethylamine oxide levels in normal women and women with bacterial vaginosis reflect a local metabolism in vaginal secretion as compared to urine.
2005-08-10
Protein synthesis inhibitors and the chemical chaperone TMAO reverse endoplasmic reticulum perturbation induced by overexpression of the iodide transporter pendrin.
2005-04-15
Induced alpha-helix structure in the aryl hydrocarbon receptor transactivation domain modulates protein-protein interactions.
2005-01-18
Diagnosis of suspected trimethylaminuria by NMR spectroscopy.
2005-01
The passage of trimethylamine across rat and human skin.
2004-10
Effects of the osmolyte trimethylamine-N-oxide on conformation, self-association, and two-dimensional crystallization of myelin basic protein.
2002-07
1H and (13)C NMR spectroscopic analysis of human saliva.
2002-06
Identification of a twin-arginine leader-binding protein.
2001-04
Proton nuclear magnetic resonance spectral profiles of urine in type II diabetic patients.
1998-07
A pharmacogenetic study of trimethylaminuria in Orientals.
1997-12
1H-NMR analysis of trimethylamine in urine for the diagnosis of fish-odour syndrome.
1997-07-25
750 MHz 1H and 1H-13C NMR spectroscopy of human blood plasma.
1995-03-01
600 MHz 1H-NMR spectroscopy of human cerebrospinal fluid: effects of sample manipulation and assignment of resonances.
1993-08
Effect of inoculum size on the phenotypic characterization of Campylobacter species.
1991-05
Potentiation of ferrous sulphate and ascorbate on the microbial transformation of endogenous trimethylamine N-oxide to trimethylamine and dimethylamine in squid extracts.
1989-09
The reduced nicotinamide-adenine dinucleotide phosphate- and oxygen-dependent N-oxygenation of trimethylamine by Pseudomonas aminovorans.
1972-07
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:33:53 GMT 2025
Edited
by admin
on Mon Mar 31 18:33:53 GMT 2025
Record UNII
C73WZ0186W
Record Status Validated (UNII)
Record Version
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Name Type Language
TRIMETHYLAMINE N-OXIDE DIHYDRATE
MI  
Preferred Name English
TRIMETHYLAMINE OXIDE DIHYDRATE
Systematic Name English
TRIMETHYLAMINE OXIDE, DIHYDRATE
Systematic Name English
N,N-DIMETHYLMETHANAMINE OXIDE, DIHYDRATE
Systematic Name English
TRIMETHYLAMINE N-OXIDE DIHYDRATE [MI]
Common Name English
Code System Code Type Description
FDA UNII
C73WZ0186W
Created by admin on Mon Mar 31 18:33:53 GMT 2025 , Edited by admin on Mon Mar 31 18:33:53 GMT 2025
PRIMARY
MERCK INDEX
m11151
Created by admin on Mon Mar 31 18:33:53 GMT 2025 , Edited by admin on Mon Mar 31 18:33:53 GMT 2025
PRIMARY Merck Index
CAS
62637-93-8
Created by admin on Mon Mar 31 18:33:53 GMT 2025 , Edited by admin on Mon Mar 31 18:33:53 GMT 2025
PRIMARY
EPA CompTox
DTXSID00211694
Created by admin on Mon Mar 31 18:33:53 GMT 2025 , Edited by admin on Mon Mar 31 18:33:53 GMT 2025
PRIMARY
PUBCHEM
198430
Created by admin on Mon Mar 31 18:33:53 GMT 2025 , Edited by admin on Mon Mar 31 18:33:53 GMT 2025
PRIMARY
Related Record Type Details
ANHYDROUS->SOLVATE
PARENT -> SALT/SOLVATE